US3798195A - Thermostable polymeric vinylidene chloride compositions - Google Patents
Thermostable polymeric vinylidene chloride compositions Download PDFInfo
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- US3798195A US3798195A US00354593A US3798195DA US3798195A US 3798195 A US3798195 A US 3798195A US 00354593 A US00354593 A US 00354593A US 3798195D A US3798195D A US 3798195DA US 3798195 A US3798195 A US 3798195A
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- vinylidene chloride
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- chloride compositions
- polymeric vinylidene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/175—Amines; Quaternary ammonium compounds containing COOH-groups; Esters or salts thereof
Definitions
- compositions of matter comprising a polymer of vinylidene chloride and as a heat stabilizing agent therefor, from about 0.25 to 2 percent by weight of N,N-bis (Z-hydroxyethyl) glycine sodium salt.
- a copolymer of about 92.5 percent vinylidene chloride, 5 percent acrylonitrile and 2.5 percent methyl methacrylate was intimately mixed with from about 1 percent by weight N,N-bis (2-hydroxyethyl) glycine.
- the admixture was then dissolved in a solvent mixture composed of parts by weight tetrahydrofuran and 40 parts by weight toluene in an amount sufficient to form a solution containing 15 percent by weight of copolymer.
- the solution was initially substantially colorless and remained so even after being aged for five (5) days at a temperature of 45 C. in the presence of a chrome coupon. Additionally, there was no observable corrosion imparted to the chrome coupon during such aging.
- N,N-bis (2-hydroxyethyl) glycine may be as little as 0.25 percent, especially when the thermal conditions to be encountered by the composition are not extreme. In no case has it been found advantageous or desirable to employ more than 2 percent of this compound for its stabilizing eifect. It has further been found that the stabilizing agent may be added to a solvent solution of a vinylidene chloride polymer.
- a lacquer of a vinylidene chloride polymer stabilized against thermal degradation having in admixture therewith as the stabilizer from about 0.25 to 2 percent by weight of N,N-bis (2-hydroxyethyl) glycine, sodium salt.
- composition of claim 1 wherein said lacquer comprises a vinylidene chloride polymer dissolved in a mixture of tetrahydrofuran and toluene.
- composition of claim 2 wherein said mixture comprises about 60 parts by weight tetrahydrofuran and about 40 parts by weight of toluene.
- vinylidene chloride polymer is a copolymer of vinylidene chloride, acrylonitrile and methyl methacrylate.
- composition of claim 4 wherein said copolymer contains about 92.5 percent vinylidene chloride, about 5 percent acrylonitrile and about 2.5 percent methyl methacrylate.
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
THIS INVENTION IS DIRECTED TO COMPOSITIONS OF MATTER COMPRISING A POLYMER OF VINYLIDENE CHLORIDE AND AS A HEAT STABLIZING AGENT THEREFOR, FROM ABOUT 0.25 TO 2 PERCENT BY WEIGHT OF N,N-BIS (2-HYDROXYETHYL) GLYCINE SODIUM SALT.
Description
United States Patent Oflice 3,798,195 Patented Mar. 19, 1974 3,798,195 THERMOSTABLE POLYMERIC VINYLIDENE CHLORIDE COMPOSITIONS Richard E. Watson, Midland, Mich., assignor to The Dow Chemical Company, Midland, Mich.
No Drawing. Continuation of abandoned application Ser. No. 169,356, Aug. 5, 1971. This application Apr. 26, 1973, Ser. No. 354,593
Int. Cl. C09d 3/74 US. Cl. 260-304 R 5 Claims ABSTRACT OF THE DISCLOSURE This invention is directed to compositions of matter comprising a polymer of vinylidene chloride and as a heat stabilizing agent therefor, from about 0.25 to 2 percent by weight of N,N-bis (Z-hydroxyethyl) glycine sodium salt.
CROSS-REFERENCE TO RELATED APPLICATION This is a continuation of application Ser. No. 169,356, filed Aug. 5, 1971, now abandoned.
BACKGROUND OF THE INVENTION The polymers of vinylidene chloride have been described in patents and in other literature for many years, e.g. US. Pat. 2,558,728, issued July 3, 1951. Such polymeric bodies, and compositions containing them are herein referred to as polymeric vinylidene chloride products. It has been found that most such products tend to darken after prolonged exposure to elevated temperatures. This darkening is accompanied by a change in the other physical properties of the polymeric product and is assumed to be an evidence of partial decomposition. Because of the many desirable properties of polymeric vinylidene chloride products, it is among the objects of the present invention to overcome or to prevent the tendency of such products to darken on heating.
SUMMARY It has been discovered, which discovery forms the present invention, that the foregoing and related objects may be attained through the incorporation in polymeric vinylidene chloride products of small amounts, generally in the range of from about 0.25 to 2 percent by weight, of N,N-bis (Z-hydroxyethyl) glycine sodium salt. This compound has been found useful in polymeric vinylidenechloride products per se or in the form of lacquers of vinylidene chloride polymers whether or not such modifiers as plasticizers, light stabilizers, or coloring agents are also present.
DESCRIPTION OF THE PREFERRED EMBODIMENTS By way of example, a copolymer of about 92.5 percent vinylidene chloride, 5 percent acrylonitrile and 2.5 percent methyl methacrylate was intimately mixed with from about 1 percent by weight N,N-bis (2-hydroxyethyl) glycine. The admixture was then dissolved in a solvent mixture composed of parts by weight tetrahydrofuran and 40 parts by weight toluene in an amount sufficient to form a solution containing 15 percent by weight of copolymer. The solution was initially substantially colorless and remained so even after being aged for five (5) days at a temperature of 45 C. in the presence of a chrome coupon. Additionally, there was no observable corrosion imparted to the chrome coupon during such aging.
By way of comparison, an otherwise identical solution but wherein the N,N-bis (2-hydroxyethyl) glycine was not present, became noticeably dark brown in color during the designated aging period, and significant corrosion was imparted to the chrome coupon.
Other tests have indicated that the amount of N,N-bis (2-hydroxyethyl) glycine may be as little as 0.25 percent, especially when the thermal conditions to be encountered by the composition are not extreme. In no case has it been found advantageous or desirable to employ more than 2 percent of this compound for its stabilizing eifect. It has further been found that the stabilizing agent may be added to a solvent solution of a vinylidene chloride polymer.
What is claimed is:
1. A lacquer of a vinylidene chloride polymer stabilized against thermal degradation having in admixture therewith as the stabilizer from about 0.25 to 2 percent by weight of N,N-bis (2-hydroxyethyl) glycine, sodium salt.
2. The composition of claim 1 wherein said lacquer comprises a vinylidene chloride polymer dissolved in a mixture of tetrahydrofuran and toluene.
3. The composition of claim 2 wherein said mixture comprises about 60 parts by weight tetrahydrofuran and about 40 parts by weight of toluene.
4. The comopsition of claim 3 wherein said vinylidene chloride polymer is a copolymer of vinylidene chloride, acrylonitrile and methyl methacrylate.
5. The composition of claim 4 wherein said copolymer contains about 92.5 percent vinylidene chloride, about 5 percent acrylonitrile and about 2.5 percent methyl methacrylate.
References Cited UNITED STATES PATENTS 2,224,944 12/1940 Young 260-3 0.4 2,789,101 4/1957 Wilson 260-4575 2,558,728 7/1951 Britton et al. 260-4585 3,335,108 8/1967- Pines 26045.85 3,335,109 8/1967 Pines 26045.85 2,990,391 6/1961 Grantham 26030.4 2,941,974 6/1960 Reymann et al. 26030.4
FOREIGN PATENTS 623,971 7/1961 Canada.
HOSEA E. TAYLOR, Primary Examiner V. P. HOKE, Assistant Examiner US. Cl. X.R.
260--33.6 UA, 45.85 A
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US35459373A | 1973-04-26 | 1973-04-26 |
Publications (1)
Publication Number | Publication Date |
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US3798195A true US3798195A (en) | 1974-03-19 |
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Application Number | Title | Priority Date | Filing Date |
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US00354593A Expired - Lifetime US3798195A (en) | 1973-04-26 | 1973-04-26 | Thermostable polymeric vinylidene chloride compositions |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3983085A (en) * | 1974-07-24 | 1976-09-28 | Ajinomoto Co., Inc. | Stabilized halogen-containing resin compositions |
US4418168A (en) * | 1982-03-18 | 1983-11-29 | The Dow Chemical Company | Process for imparting stability to particulate vinylidene chloride polymer resins |
-
1973
- 1973-04-26 US US00354593A patent/US3798195A/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3983085A (en) * | 1974-07-24 | 1976-09-28 | Ajinomoto Co., Inc. | Stabilized halogen-containing resin compositions |
US4418168A (en) * | 1982-03-18 | 1983-11-29 | The Dow Chemical Company | Process for imparting stability to particulate vinylidene chloride polymer resins |
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